Unforgettable Villa Retreat: Poolside Bliss Near the Beach | Villa in Leeward Settlement, Turks and Caicos

Q: How much does it cost per night to stay in Leeward Settlement villa?

Best-rates for the Leeward Settlement villa starts from $3,027 per night with includes Air Conditioner, Parking, Pool, TV, View, Private Pool, Ocean View, Balcony/Terrace, Oceanfront, Security/Safety, Sports/Activities, Bedding/Linens, Wellness Facilities, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Internet, Kitchen, Laundry with all other facilities. Casai matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

10.0 (24 Reviews) | 5 Bedrooms 5 Bathrooms 10 Guests

Leeward Settlement Villa | Unforgettable Villa Retreat: Poolside Bliss Near the Beach

5 Bedroom Villa with Air Conditioner, Parking and Pool

One of the largest of our collection of luxurious Turks and Caicos villas, Second Chances is a lavish 5-bedroom villa ideal for family vacations, retreats, and annual trips with friends. The property is located in a gated enclave of villas in the highly-coveted residential neighborhood of Leeward on Providenciales. Better yet, this vacation villa rental is just a five-minute walk from the beach, and a few minutes from Leeward’s Blue Haven Marina where scuba diving charters, snorkeling tours, and cruises depart daily.
Second Chances luxury villa features a fountain-garden courtyard, two balcony seating areas with garden and ocean views, and seamlessly-blended indoor and outdoor living. The crown jewel of this private villa is its large private swimming pool, furnished with poolside daybeds and loungers.
If you’re looking for an idyllic villa holiday in the Caribbean, look no further than Second Chances in Turks and Caicos. This exclusive villa has something for every type of traveler visiting the Turks and Caicos Islands—guests have access to two kayaks and a cooler to keep your drinks cold on the beach.
Each bedroom in this private island home comes with a king-sized bed, a flat-screen Smart TV, armchair, safe, and en-suite bathroom with a hair dryer. The property also comes with a back-up generator strong enough to power the entire villa in the rare event of a power outage.
Amenities at Second Chances include:
6 Seater electric beach cart for easy transport to and from the beach
4000 square feet of seamlessly combined indoor and developed exterior living spaces
Fenced yard with private salt water swimming pool. 12' x 28' x 5' continuous depth
Complimentary WIFI
Al Fresco dining under covering
Grilling station outdoors under covering
Air Conditioning
Smart TV's
Full size washer and dryer
Poolside alfresco shower and pool bath
Luxury linens and terry
Safes
House alarm system
Close proximity to grocery store, restaurants, golf and shopping
Neighborhood security
Back up generator which can power entire villa

This 5 Bedrooms Villa provides accommodation with Air Conditioner, Parking, Pool, for your convenience. This Villa features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. The rental Villa has 5 Bedrooms and 5 Bathrooms to make you feel right at home.

Check to see if this Villa has the amenities you need and a location that makes this a great choice to stay in Leeward Settlement. Enjoy your stay in Leeward Settlement at this Villa.

Prices and Availability

The last seen price for this Villa was USD US $3,027

This property is unavailable on this site presently. Check back later.

Leeward Settlement, TKCA1ZZ, Turks and Caicos Islands

Amenities

Air Conditioner

Parking

Pool

View

Private Pool

Ocean View

Balcony/Terrace

Oceanfront

Security/Safety

Sports/Activities

Bedding/Linens

Wellness Facilities

Guest Services

Entertainment

Barbecue/Outdoor Cooking

Child Friendly

Internet

Kitchen

Laundry

Policies

Check-in

Check-in time starts at 4:00 pm minimum check-in age: 25

Child Policy

Children are welcome. note from host: notify of any related bed and equipment needs

Pet Policy

Note from host: we require villa owner approval for pets pets not allowed

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Kristin H.

Dec 1, 2025 11:49:28 PM

Review Score: 10

Summary: Very well equipped villa for putting together a family Thanksgiving meal! Location is ideal for Sunset Beach Days, with a golf cart to get you there and chairs to relax on! Jessica is very quick to respond to any issue or question, Thank you Jessica!

See All Reviews

FAQ's

Is this Leeward Settlement villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Leeward Settlement villa have a swimming pool?

Yes, this Leeward Settlement villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Leeward Settlement villa?

Best-rates for the Leeward Settlement villa starts from $3,027 per night with includes Air Conditioner, Parking, Pool, TV, View, Private Pool, Ocean View, Balcony/Terrace, Oceanfront, Security/Safety, Sports/Activities, Bedding/Linens, Wellness Facilities, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Internet, Kitchen, Laundry with all other facilities. Casai matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Leeward Settlement villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Leeward Settlement villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Leeward Settlement villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Leeward Settlement villa?

Based on the information reported by the owner or manager, the Leeward Settlement villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Leeward Settlement villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Leeward Settlement villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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